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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
通过SiCl4-促进异化物添加到Oxonitriles的异环环
John Kornfeind1, James E Allen1, Taylor M Keller1
1Department of Chemistry, Drexel University, 3401 Chestnut Street, Philadelphia, Pennsylvania 19104, United States.
四化物 (SiCl4) 便于将异化物添加到oxoalkenenitriles中,产生各种异环,如3-acylpyrroles和2-aminofurans. 这种反应为复杂的分子结构提供了温和而高效的途径.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 异环化学 异环化学
背景情况:
- 异化物化学是合成含有的异环环的关键.
- 开发有效的方法来构建 pyrroles, furan 和 pyrrolidinones 是非常有趣的.
研究的目的:
- 为了研究四化 (SiCl4) 作为对oxoalkenenitriles添加异酸盐的促进剂的实用性.
- 探索选择性合成的3 - 乙烯基,2-氨基和pyrrolidinones.
主要方法:
- 反应是在温和条件下进行的.
- 使用四化 (SiCl4) 作为催化剂.
- 用于对各种oxoalkenenitriles添加的异化物.
主要成果:
- 循环的oxoalkenenitriles在与两个等价的异化物反应后产生了3-acylpyrroles.
- 亚环氧基尼尼特利尔提供了2 - 氨基和一个等价的异化物.
- 随后的2 - 氨基的空气氧化导致通过氧化-裂变-循环化途径产生罗利丁.
结论:
- SiCl4有效地促进了对oxoalkenenitriles的选择性异化物添加.
- 开发了一种简单快速的合成策略,以访问三个不同的类别的异环环.
- 描述的方法提供了温和的条件和广泛的适用性在异环合成.
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